Used Jeep cars for sale near Woodlawn, MD under $50,000

Gary was the best salesman! Truly know how to get things done! Thank you Mazda. Happy to be apart of the Mazda family.

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

I am glad I purchased my 2015 GMC Yukon SLT from Len Stoler Chyrsler Dodge Jeep! I originally wanted a Chevy Tahoe, but just as I was able to sign her away, there she was, my dream truck! The family fell in love with her just like I did when I first saw her. Our salesman, Blair Ruckman was fantastic and a genuine professional throughout the entire buying experience. The communication between us and his team, ensured my needs were met, without any issues. I definitely will be back for all my service needs and to purchase my family's next vehicle. Thank you Blair and the rest of the Len Stoler team!

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

Jaime Christopher was Awesome with my visit today for my needs for my 2019 Toyota Camry. She was very Cutomer Friendly and Experienced 👍🏾

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Jason Schaffer was a great salesman and very knowledgeable about the various models and trim packages found on all of the Silverado's we test drove and had a chance to look at. He was also easy to talk to and honest without any of the typical games most others play. Financing was great as well to find the option and warranties that worked best for my situation. I never felt pressured at any step of the way and enjoyed my experience.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Hello John, I'm so glad that you're back with Heritage VW. Thanks for doing a GREAT job getting me into my 2024 Atlas yesterday. You really made my day. You've always worked with my family in getting us an payment that we can afford monthly. My sister is going to be seeing you soon. Please keep up the good work with your excellent customer service. *********

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

On Friday 8 December 2023 I took my car to Oursman Jeep in Bowie , Maryland. For whatever reason the computer would not recognize the key when trying to initiate ignition. At Ourisman Jeep the service advisor , Mr. David Valenzuela, listened to my concerns and, at no point, did he interrupt allowing me to to clearly present the problem. He asked me a handful of questions to narrow down the possible cause of the problem . A short time later he decided it was not the car itself but the fob battery. He replaced the battery in both of my fobs : problem solved! I certainly was impressed with how he deduced what the cause of the was. As impressive as the problem solving was , what was equally impressive was his command of "Customer Service 101". Eye contact, respect for me as a customer/ human being and not as "the guy with the malfunctioning Jeep". He was patient to a fault. Great example of "just getting the job done the right way". 5 stars, at least.

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Besides being a real professional, Mr. RODRIGUEZ seems to take the worries of his clients at heart. Gives the impression that one is in good hands.

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

A Five-Star Experience at Heritage Chrysler Dodge Jeep Ram (MileOne)! Let me start by saying—WOW! My experience at Heritage Chrysler Dodge Jeep Ram (MileOne) was absolutely unforgettable. From the moment I walked in to the moment I drove away in my brand-new Jeep Wrangler, I was treated with the utmost care, professionalism, and efficiency. Unlike other dealerships where you’re stuck for hours negotiating back and forth, the team at Heritage made the process seamless and stress-free. They left no stone unturned, ensuring I got exactly what I wanted and making sure every detail was perfect. I traded in my previous Jeep Wrangler, which I had always serviced at Heritage, and they once again exceeded my expectations in every way! A special shoutout to Nina, my incredible salesperson, and Chris, the outstanding manager, who truly went above and beyond to make this deal happen. Their dedication, honesty, and kindness made me feel like family—not just another customer. There was no pressure, no gimmicks, just pure professionalism and genuine care. This was my third Jeep Wrangler, and thanks to Nina and Chris, I fell in love all over again! I left the dealership knowing I made the best decision, got the perfect deal, and was taken care of from start to finish. I cannot recommend Heritage Chrysler Dodge Jeep Ram enough. If you’re looking for an honest, professional, and truly exceptional car-buying experience, this is the place to go! Kudos to the entire team—especially Nina and Chris—for making this experience one I will never forget. THANK YOU for everything!

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Was in the market for a specific vehicle to fit our growing family. Great service from the online environment to the showroom. Would thoroughly recommend this dealership.

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

Nothing or Know one in life is perfect Mr. Norman was extremely kind and considerate and very professional excellent customer service skills 👏.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

Exelen communication Everything right The best dealer Lexus Easy paperwork Nice communication we the agent

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

Responded very quickly and was always there when I needed to talk or have a question, gave me good deal

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Very accommodating and informative even though I didn’t purchase. Would consider them in the future.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

I recently purchased a car the other day from Hampstead Pre-owned and have to say how easy the process was. My salesperson (Nemo)made it a no pressure experience. I told him what I was interested in, and he prepped the car for a test drive. When done I was asked if this was good or is there was something else I wanted to look out. He never tried to talk the car up or sway me in any way. When I decided to buy he finished up on his part and was passed off to finance, general manager and owner. Everyone involved (and employees not involved) were very accommodating and friendly. I'd buy again from them.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Best experience !!!! Thank you eastern !!! Wendell you were great !!! Jesus santos thank you and Walid thank you for your service you guys are the best. ! We truly appreciate you very much !!!!

Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.

The service experience was excellent. The wait was as promised and the estimated repair cost stayed within the stated amount. Appreciated the courtesy car wash and vaccum.

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

Josh was great and made the whole buying process run smoothly. He was very knowledgeable and even set me up with the my Chevy app which is very convenient.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

We recently traded in a truck and purchased a new one here. Erik P was extremely helpful and knowledgeable while we were exploring trucks. Erik took the time and genuinely wanted what was best for us and not just to make a sale!! Ask for him when you go!!

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Never any issues, almost the best service. Everyone is always nice and respectful. Thank you.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).